58186-01-9

Basic information

• Product Name: 6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone
• Synonyms: 6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone;QS-4;QS-4-d6
• CAS NO: 58186-01-9
• Molecular Formula: C₁₃H₁₆O₆
• Molecular Weight: 268.26254
• Mol File: 58186-01-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 74-75 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
• Boiling Point: 494.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• PKA: 4.65±0.10(Predicted)
• CAS DataBase Reference: 6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone(58186-01-9)
• EPA Substance Registry System: 6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone(58186-01-9)

Safety Data

• Hazardous Substances Data: 58186-01-9(Hazardous Substances Data)

Usage

General Description

6-(3-carboxypropyl)-2,3-diMethoxy-5-Methyl-1,4-benzoquinone is a chemical compound with the molecular formula C13H18O5. It is a derivative of 1,4-benzoquinone, which is a natural compound found in various plants. This particular compound has two methoxy groups and a methyl group attached to the benzoquinone core, as well as a carboxypropyl group. It is used in the synthesis of pharmaceuticals and as an intermediate in organic chemistry. The compound has potential biological activity and is being studied for its potential medical applications, particularly in the treatment of neurological disorders and cancer.

Upstream product

• 6443-69-2 3,4,5-trimethoxytoluene 
• 110-94-1 1,5-pentanedioic acid 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 
• 58185-81-2 3-(2'-hydroxy-3',4'-dimethoxy-6'-methylbenzoyl)propionic acid 
• 58185-87-8 4-(2'-hydroxy-3',4'-dimethoxy-6'-methylphenyl)butyric acid 

Downstream Products

• 58186-23-5 6-(3-ethoxycarbonylpropyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone 
• 89048-29-3 4-(2,5-diacetoxy-3,4-dimethoxy-6-methylphenyl)butyric acid 
• 95233-52-6 2,5-dihydroxy-3,4-dimethoxy-6-methyl-benzenebutanoic acid 
• 89048-63-5 2-(4-Dimethylamino-butyl)-5,6-dimethoxy-3-methyl-[1,4]benzoquinone 
• 95233-53-7 C₁₄H₁₉O₉S^(1-)*Na⁽¹⁺⁾ 
• 95233-54-8 sodium salt of 2,3-dimethoxy-6-(3-methoxycarbonylpropyl)-5-methylhydroquinone 4-sulfate 
• 103993-51-7 Sodium; 4-(3-hydroxy-4,5-dimethoxy-2-methyl-6-sulfooxy-phenyl)-butyrate 
• 95233-63-9 6-(3-carboxypropyl)-2,3-dimethoxy-5-methylhydroquinone 4-sulfate, dipotassium salt 
• 89048-31-7 4-(2,5-diacetoxy-3,4-dimethoxy-6-methylphenyl)-N,N-dimethylbutanamide 
• 89048-30-6 [6-(3-chloroformylpropyl)-2,3-dimethoxy-5-methylhydroquinone]diacetate 
• 95233-64-0 2,3-dimethoxy-6-(3-methoxycarbonylpropyl)-5-methylhydroquinone 
• 84166-52-9 6-(3-benzyloxycarbonylpropyl)-2,3-dimethoxy-5-methyl-1,4-benzoquinone 
• 88191-47-3 4-(4,5-Dimethoxy-2-methyl-3,6-dioxo-cyclohexa-1,4-dienyl)-butyric acid methyl ester 

Relevant articles and documents

Bioactivity profiles of cytoprotective short-chain quinones

Short-chain quinones (SCQs) have been investigated as potential therapeutic candidates against mitochondrial dysfunction, which was largely thought to be associated with the reversible redox characteristics of their active quinone core. We recently reported a library of SCQs, some of which showed potent cytoprotective activity against the mitochondrial complex I inhibitor rotenone in the human hepatocarcinoma cell line HepG2. To better characterize the cytoprotection of SCQs at a molecular level, a bioactivity profile for 103 SCQs with different compound chemistries was generated that included metabolism related markers, redox activity, expression of cytoprotective proteins and oxidative damage. Of all the tested endpoints, a positive correlation with cytoprotection by SCQs in the presence of rotenone was only observed for the NAD(P)H:quinone oxidoreductase 1 (NQO1)-dependent reduction of SCQs, which also correlated with an acute rescue of ATP levels. The results of this study suggest an unexpected mode of action for SCQs that appears to involve a modification of NQO1-dependent signaling rather than a protective effect by the reduced quinone itself. This finding presents a new selection strategy to identify and develop the most promising compounds towards their clinical use.

Aralkyl carboxylic acid compounds

Novel compounds of the formulae STR1 wherein R represents lower alkyl or lower alkoxy, A represents --CH2 --, --CO-- or STR2 n represents an integer of 1 to 8, X represents hydrogen or hydroxyl which may be protected and Y represents hydroxyl which may be protected, and their esters show an excellent action on the lysosomal membranes of cells, and exhibit excellent pharmacological activities such as physiologic host defense control activity, especially immuno-potentiating activity.